Search Vacation Homes in Eastern Shore of Virginia

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug
In one month
29 Aug - 31 Aug
In two months
26 Sept - 28 Sept
Blufin Bungalows & Marina
Relax in a serene waterfront retreat with enclosed balconies and a tranquil atmosphere.

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (157)
"excellent place to stay on the water"
Blufin Bungalows & Marina
Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex
Stroll up to the entrance of this charming two-story home, where a cozy porch invites relaxation.

Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex

9.8 out of 10, Exceptional, (87)
"This is a nice quiet location but still close to the park and the restaurants and shops. We enjoyed our stay here."
Next to the park and 2 blocks to the Beach and restaurants! RIGHT side of Duplex
At the Water's Edge - is there anywhere you'd rather be?!
Enjoy a peaceful retreat with a balcony overlooking a serene lake or river, featuring a seating area with a table and chairs.

At the Water's Edge - is there anywhere you'd rather be?!

10.0 out of 10, Exceptional, (48)
"Great property! Very clean"
At the Water's Edge - is there anywhere you'd rather be?!
Pet Friendly Tiny Livin 3min from Cape Charles
Enjoy a serene beach experience with warm sand and calm waters.

Pet Friendly Tiny Livin 3min from Cape Charles

10.0 out of 10, Exceptional, (8)
"We booked this tiny house for a spontaneous night away to do some fishing in Cape Charles. The property and house were absolutely adorable and the accommodations were exactly what we needed for a weekend away. The property had an amazing bonfire pit and grill if you don’t want to eat out, and there’s plenty of space with a fence and grassy areas if you’re traveling with a dog. The owners were extremely communicative and even went to the trouble of mailing us back something we left. We would...
The price is HK$2,417
HK$3,083 total
includes taxes & fees
5 Aug - 6 Aug
Pet Friendly Tiny Livin 3min from Cape Charles
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
Enjoy ocean views from the covered porch, where you can relax in Adirondack chairs or dine al fresco.

Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms

9.6 out of 10, Exceptional, (15)
"We loved our stay at Blufin Bungalows. Great views and location. "
Waterfront Bungalow on Chincoteague Bay (VA)! - Waterfront Bungalow with Two Bedrooms
The Sandpiper has gone SOLAR!!! exceptional family vacation, and private pool.
Guests can enjoy a peaceful beach stroll along the shore.

The Sandpiper has gone SOLAR!!! exceptional family vacation, and private pool.

10.0 out of 10, Exceptional, (29)
"Great place to stay was the best equipped place i have ever rented the owner takes care of their customers. Great stay"
The Sandpiper has gone SOLAR!!! exceptional family vacation, and private pool.
A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!
Stroll along the marina, surrounded by boats and ocean views.

A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!

9.4 out of 10, Exceptional, (10)
"Great play to stay with your family! Close to the park and town, and an easy golf cart ride to the beach!"
A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!
The Pearl at Grand Bay on Chincoteague Island!
Enjoy al fresco dining on this serene patio with a round table and four chairs, perfect for outdoor cooking and taking in the tranquil surroundings.

The Pearl at Grand Bay on Chincoteague Island!

9.2 out of 10, Wonderful, (5)
"Great location that is walking distance from the Pearl restaurant and a local park makes it easy for families. Everything else in the town is a quick 5 minute drive. "
The Pearl at Grand Bay on Chincoteague Island!
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
Stroll through a serene garden surrounded by lush greenery and vibrant blooms, flanked by mature trees and shrubs.

Bay cottage, Beach 100 yards away! RESERVE NOW!!!

9.6 out of 10, Exceptional, (137)
"We loved our short stay here. The cottage was very nice and located in a great spot. You could see the water from the screened in front porch. The cottage had everything we needed and was very comfortable and clean!The owners were awesome at communicating and everything was a breeze.We love Cape Charles and will definitely stay here when we come back!"
Bay cottage, Beach 100 yards away! RESERVE NOW!!!
The Happy Crab - Waterfront on Chincoteague Island!
Relax on the covered porch with Adirondack chairs and a small table, or dine in the adjacent living space with a view.

The Happy Crab - Waterfront on Chincoteague Island!

9.0 out of 10, Wonderful, (14)
"Really enjoyed the place, beautiful sunrises, great little island and food "
The Happy Crab - Waterfront on Chincoteague Island!
Kick back and relax at “Knot Stressed” in total comfort.
Enjoy meals at the dining table in this open-plan living space, which features a kitchen area and sliding glass door leading to an outdoor area.

Kick back and relax at “Knot Stressed” in total comfort.

10.0 out of 10, Exceptional, (27)
"We have family in the area and this was our second time staying at Knot Stressed while we visited them. It's the perfect size for our family of 4. It's clean, quiet, and equipped with all the necessities. We loved walking around the neighborhood and out to the water. We'll stay here every time we come to visit."
Kick back and relax at “Knot Stressed” in total comfort.
Overlooking Park with 1st and 2nd Floor Primary Suites.
Relax in this inviting living area with a comfortable sofa, flat-screen TV, and dining bar.

Overlooking Park with 1st and 2nd Floor Primary Suites.

10.0 out of 10, Exceptional, (91)
"Great house. Fun stay in Cape Charles"
Overlooking Park with 1st and 2nd Floor Primary Suites.
Cape Utopia - sister to existing ID# 7559899
Relax by the calm sea with lounge chairs and shade from two umbrellas.

Cape Utopia - sister to existing ID# 7559899

9.8 out of 10, Exceptional, (35)
"Clean, comfortable beds, close to town and beach, beach chairs, beach towels provided and a beautiful porch to sit and watch the world go by. Fantastic stay. Will be back!"
Cape Utopia - sister to existing ID# 7559899
Fabulous 3 Bedroom House. Peaceful, Relaxing Sunnywood Retreat in Chincoteague.
Outdoor dining

Fabulous 3 Bedroom House. Peaceful, Relaxing Sunnywood Retreat in Chincoteague.

10.0 out of 10, Exceptional, (2)
"Quiet neighborhood and plenty of room indoors and out for our multi-generation visit on the island. Equipment for outdoor activities as well.Parking for multiple cars.Great Stay!"
Fabulous 3 Bedroom House. Peaceful, Relaxing Sunnywood Retreat in Chincoteague.
Fishhook Hideaway - Adorable AND Affordable!
Enjoy the beachside view from the comfort of your vacation home, where you can control the entertainment with ease.

Fishhook Hideaway - Adorable AND Affordable!

10.0 out of 10, Exceptional, (1)
"We loved our stay here! The kitchen was well-stocked with housewares, the living room was cozy and comfortable, and the bedrooms were perfectly sized! Very clean and convenient location. Washer and Dryer, a tub and a shower, and an outdoor drying area were perfect amenities for our little family. Would definitely recommend! "
Fishhook Hideaway - Adorable AND Affordable!
Happy Pines is a delightful Chincoteague Island Vacation Rental in a private, se
Enjoy a view of the surrounding neighborhood from this property's outdoor deck.

Happy Pines is a delightful Chincoteague Island Vacation Rental in a private, se

9.6 out of 10, Exceptional, (29)
"Our family had a great time at Happy Pines! The house was spacious, clean, and comfortable with two incredible decks."
Happy Pines is a delightful Chincoteague Island Vacation Rental in a private, se
No Problem (Formerly The Teague House) - Wonderful Waterfront!
Waterfront property with docks and multi-story buildings featuring balconies.

No Problem (Formerly The Teague House) - Wonderful Waterfront!

9.6 out of 10, Exceptional, (7)
"Great property- would return. Highly recommend."
No Problem (Formerly The Teague House) - Wonderful Waterfront!
Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED
Step out onto the deck and enjoy the peaceful surroundings from Cattail Cottage's outdoor seating area.

Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED

9.6 out of 10, Exceptional, (32)
"This charming, coastal themed cottage was conveniently located to Assateague Island, Wallops Island, and Chincoteague! It was clean, gave abundant information on the area, and in a quiet location. My husband and I enjoyed our stay at our home away from home for a reasonable price!"
Cattail Cottage -Allergy Friendly Home -In Town-LINENS & TOWELS PROVIDED
Chesapeake Bay View
Stunning two-story building with a central entrance, arched windows, and a charming balcony.

Chesapeake Bay View

9.8 out of 10, Exceptional, (75)
"Lovely house. "
Chesapeake Bay View
Salt Box II, One Block to the Beach
Enjoy meals in this cozy dining area with a table for four, a potted plant, and a window with blinds.

Salt Box II, One Block to the Beach

10.0 out of 10, Exceptional, (3)
"We loved staying at the Salt Box 2! The house is so close to the shops and the beach—it made everything about the stay easy. Loved sitting on the porch and meeting friendly neighbors. The house is even prettier than the pictures! It was perfectly well stocked. We never felt like we had to run out to get something we were missing. Very comfortable bed in the master bedroom, and the blackout curtains are so helpful. Great for our group of 5 adults and teens. "
The price is HK$2,190
HK$4,314 total
includes taxes & fees
1 Sept - 2 Sept
Salt Box II, One Block to the Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Eastern Shore of Virginia Hotel Reviews

Key West Cottages

Key West Cottages

10/10 Excellent
"It was great from start to finish! easy early electronic check in, to friendly professional staff, to great location with the water, pool, and cute cottages, perfect"
Matthew 3-night trip
Posted 5 hours ago
Key West Cottages